Synthetic investigation of lead compounds possessing antitutor and antiviral activities

本项目主要研究吲哚硼酸酯和2-氮杂双环[2.2.1]庚-5-烯-3-酮（ABH）作为吲哚生物碱和碳环核苷衍生物的合成子的合成应用性。吲哚硼酸酯串联环化-交叉偶联反应合成马钱子和乌来碱生物碱研究了吲哚硼酸酯串联环化-交叉偶联反应合成2-乙烯基吲哚衍生物的一锅法转化.通过分子内烷基迁移反应构建咔唑衍生物的新方法研究了含亲电中心的吲哚硼酸酯分子内烷基迁移反应，为咔唑衍生物的构建提供了新的方法学依据.利用2-氮杂双环[2.2.1]庚-5-烯-3-酮（ABH）合成新型碳环核苷衍生物。该反应用于在碳环核苷衍生物的2 '，3'位上与环丙烷、氮丙啶和环氧乙烷环稠合的新型碳环核苷的合成。

In this project, the development of synthetic appliobilities of indolylborate and 2-azabicyclo[2.2.1]hept-5-en-3-one (ABH) as a valuable synthon of indole alkaloids and carbocyclic nucleoside derivatives was investigated.1. Synthetic study of strychnos and uleine alkaloids through tandem cyclization-cross-coupling reaction with indolylborateConversion of 2-vinylindole derivatives, readily available from the tandem cyclization-cross-coupling reaction of indolylborate wirh (2-bromoprop-2-enyl)pentyl-3-nylamine in a one-pot manner, to strychnos indole alkaloid was investigated.2. Novel approach to the construction of carbazole derivatives through intramolecular alkyl migration reaction.Investigation of intramolecular alkyl migration reaction in indolylborate possessing an electrophilic center was carried out, which provided novel methodology for the construction of carbazole derivatives.3. Synthesis of novel carbocyclic nucleoside derivatives by the use of 2-azabicyclo[2.2.1]hept-5-en-3-one (ABH)Cycloaddition reaction toward the double bond of ABH proceeded stereoselectively to provide the exo-adduct. This reaction was used for the construction of novel carbocyclic nucleoside fused with cyclopropane, aziridine and oxirane rings at the 2',3' position of carbocyclic nucleoside derivatives.